ES2948944T3 - Poliesterpoliol cristalino - Google Patents

Poliesterpoliol cristalino Download PDF

Info

Publication number: ES2948944T3
Authority: ES; Spain
Prior art keywords: polyester polyol; acid; adhesive; saturated aliphatic; aliphatic dicarboxylic
Prior art date: 2019-04-03
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Active

Application number

ES19166934T

Other languages

English (en)

Spanish (es)

Inventor

Adrian Brandt

Horst Beck

Alexander Kux

Bernhard M Stadler

Vries Johannes Gerardus De

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Henkel AG and Co KGaA

Original Assignee

Henkel AG and Co KGaA

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2019-04-03

Filing date

2019-04-03

Publication date

2023-09-22

2019-04-03 Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA

2023-09-22 Application granted granted Critical

2023-09-22 Publication of ES2948944T3 publication Critical patent/ES2948944T3/es

Status Active legal-status Critical Current

2039-04-03 Anticipated expiration legal-status Critical

Links

229920005906 polyester polyol Polymers 0.000 title claims abstract description 86
239000000853 adhesive Substances 0.000 claims abstract description 37
230000001070 adhesive effect Effects 0.000 claims abstract description 37
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 23
125000001931 aliphatic group Chemical group 0.000 claims abstract description 23
150000002009 diols Chemical class 0.000 claims abstract description 19
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 15
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 13
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
229920002635 polyurethane Polymers 0.000 claims abstract description 11
239000004814 polyurethane Substances 0.000 claims abstract description 11
229910052799 carbon Inorganic materials 0.000 claims abstract description 4
238000002844 melting Methods 0.000 claims description 20
230000008018 melting Effects 0.000 claims description 20
239000011541 reaction mixture Substances 0.000 claims description 15
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 10
239000007788 liquid Substances 0.000 claims description 10
239000002253 acid Substances 0.000 claims description 7
150000007513 acids Chemical class 0.000 claims description 7
DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 7
UNVGBIALRHLALK-UHFFFAOYSA-N 1,5-Hexanediol Chemical compound CC(O)CCCCO UNVGBIALRHLALK-UHFFFAOYSA-N 0.000 claims description 6
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 6
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 6
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 6
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 6
BNJOQKFENDDGSC-UHFFFAOYSA-N octadecanedioic acid Natural products OC(=O)CCCCCCCCCCCCCCCCC(O)=O BNJOQKFENDDGSC-UHFFFAOYSA-N 0.000 claims description 6
GLOBUAZSRIOKLN-UHFFFAOYSA-N pentane-1,4-diol Chemical compound CC(O)CCCO GLOBUAZSRIOKLN-UHFFFAOYSA-N 0.000 claims description 6
HQHCYKULIHKCEB-UHFFFAOYSA-N tetradecanedioic acid Natural products OC(=O)CCCCCCCCCCCCC(O)=O HQHCYKULIHKCEB-UHFFFAOYSA-N 0.000 claims description 6
150000008064 anhydrides Chemical class 0.000 claims description 4
150000001805 chlorine compounds Chemical class 0.000 claims description 4
150000002148 esters Chemical class 0.000 claims description 4
238000010438 heat treatment Methods 0.000 claims description 4
QQHJDPROMQRDLA-UHFFFAOYSA-N hexadecanedioic acid Chemical compound OC(=O)CCCCCCCCCCCCCCC(O)=O QQHJDPROMQRDLA-UHFFFAOYSA-N 0.000 claims description 4
BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 4
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims description 4
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 3
239000001361 adipic acid Substances 0.000 claims description 3
235000011037 adipic acid Nutrition 0.000 claims description 3
UQGLNXPQGUMNRU-UHFFFAOYSA-N heptane-1,6-diol Chemical compound CC(O)CCCCCO UQGLNXPQGUMNRU-UHFFFAOYSA-N 0.000 claims description 3
QUADBKCRXGFGAX-UHFFFAOYSA-N octane-1,7-diol Chemical compound CC(O)CCCCCCO QUADBKCRXGFGAX-UHFFFAOYSA-N 0.000 claims description 3
235000013772 propylene glycol Nutrition 0.000 claims description 3
DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims description 2
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 2
JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 2
WTKWFNIIIXNTDO-UHFFFAOYSA-N 3-isocyanato-5-methyl-2-(trifluoromethyl)furan Chemical compound CC1=CC(N=C=O)=C(C(F)(F)F)O1 WTKWFNIIIXNTDO-UHFFFAOYSA-N 0.000 claims description 2
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 2
150000001991 dicarboxylic acids Chemical class 0.000 claims description 2
DNXDYHALMANNEJ-UHFFFAOYSA-N furan-2,3-dicarboxylic acid Chemical compound OC(=O)C=1C=COC=1C(O)=O DNXDYHALMANNEJ-UHFFFAOYSA-N 0.000 claims description 2
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 2
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 2
TVIDDXQYHWJXFK-UHFFFAOYSA-N n-Dodecanedioic acid Natural products OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 claims description 2
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 2
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 2
229920000166 polytrimethylene carbonate Polymers 0.000 claims description 2
239000000203 mixture Substances 0.000 abstract description 7
238000010586 diagram Methods 0.000 description 9
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 7
238000006243 chemical reaction Methods 0.000 description 7
238000002425 crystallisation Methods 0.000 description 6
230000008025 crystallization Effects 0.000 description 6
229920000728 polyester Polymers 0.000 description 5
239000004831 Hot glue Substances 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
230000008901 benefit Effects 0.000 description 3
125000002843 carboxylic acid group Chemical group 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
230000001747 exhibiting effect Effects 0.000 description 3
238000000034 method Methods 0.000 description 3
-1 saturated aliphatic dicarboxylic acids Chemical class 0.000 description 3
239000000126 substance Substances 0.000 description 3
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
238000000576 coating method Methods 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
GHLKSLMMWAKNBM-UHFFFAOYSA-N dodecane-1,12-diol Chemical compound OCCCCCCCCCCCCO GHLKSLMMWAKNBM-UHFFFAOYSA-N 0.000 description 2
239000000463 material Substances 0.000 description 2
238000001953 recrystallisation Methods 0.000 description 2
QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
239000004823 Reactive adhesive Substances 0.000 description 1
230000021736 acetylation Effects 0.000 description 1
238000006640 acetylation reaction Methods 0.000 description 1
239000002313 adhesive film Substances 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
230000003078 antioxidant effect Effects 0.000 description 1
239000012300 argon atmosphere Substances 0.000 description 1
YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 1
CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 1
SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000003480 eluent Substances 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
230000004927 fusion Effects 0.000 description 1
ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
238000006068 polycondensation reaction Methods 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920005862 polyol Polymers 0.000 description 1
150000003077 polyols Chemical class 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000007711 solidification Methods 0.000 description 1
230000008023 solidification Effects 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
238000004448 titration Methods 0.000 description 1
DXNCZXXFRKPEPY-UHFFFAOYSA-N tridecanedioic acid Chemical compound OC(=O)CCCCCCCCCCCC(O)=O DXNCZXXFRKPEPY-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
- C09J167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
- C09J167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
- C09J167/03—Polyesters derived from dicarboxylic acids and dihydroxy compounds the dicarboxylic acids and dihydroxy compounds having the carboxyl - and the hydroxy groups directly linked to aromatic rings
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/06—Polyurethanes from polyesters
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2170/00—Compositions for adhesives
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2250/00—Compositions for preparing crystalline polymers

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Polyesters Or Polycarbonates (AREA)
Adhesives Or Adhesive Processes (AREA)
Multicomponent Fibers (AREA)
Processes Of Treating Macromolecular Substances (AREA)

ES19166934T 2019-04-03 2019-04-03 Poliesterpoliol cristalino Active ES2948944T3 (es)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
EP19166934.0A EP3719046B1 (en)	2019-04-03	2019-04-03	Crystalline polyesterpolyol

Publications (1)

Publication Number	Publication Date
ES2948944T3 true ES2948944T3 (es)	2023-09-22

Family

ID=66092000

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ES19166934T Active ES2948944T3 (es)	2019-04-03	2019-04-03	Poliesterpoliol cristalino

Country Status (8)

Country	Link
US (1)	US12486356B2 (pl)
EP (1)	EP3719046B1 (pl)
JP (1)	JP7680960B2 (pl)
KR (1)	KR102866864B1 (pl)
CN (1)	CN113631614B (pl)
ES (1)	ES2948944T3 (pl)
PL (1)	PL3719046T3 (pl)
WO (1)	WO2020200714A1 (pl)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2023096468A1 (ko) *	2021-11-29	2023-06-01	주식회사 엘지화학	생분해성 고분자

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4379906A (en) *	1981-12-28	1983-04-12	Ford Motor Company	High solids urethane coatings prepared from a polylisocyanate _ and a polyhydroxy oligmer
US4459401A (en) *	1983-05-04	1984-07-10	Desoto, Inc.	Polyester oligomer and high solids thermosetting coatings
JPH01174582A (ja) *	1987-12-28	1989-07-11	Mitsubishi Rayon Co Ltd	接着剤組成物
DE4035280A1 (de) *	1990-11-07	1992-05-14	Bayer Ag	Schmelzklebstoffe
GB9206736D0 (en) *	1992-03-27	1992-05-13	Sandoz Ltd	Improvements of organic compounds and their use in pharmaceutical compositions
US6630561B2 (en)	2000-04-24	2003-10-07	Ube Industries, Ltd.	Crystalline polyesterpolyol and hot-melt adhesive
JP2004067767A (ja) *	2002-08-02	2004-03-04	Toyobo Co Ltd	ポリエステルの製造方法
US7557167B2 (en) *	2006-09-28	2009-07-07	Gore Enterprise Holdings, Inc.	Polyester compositions, methods of manufacturing said compositions, and articles made therefrom
DE102007033651A1 (de) *	2007-07-17	2009-01-22	Evonik Degussa Gmbh	Feuchtigkeitshärtender Schmelzklebstoff mit guter Haftung
EP2242784B1 (en) *	2008-01-25	2013-10-30	Henkel Corporation	Liquid polyurethane prepolymers useful in solvent-free adhesives
WO2011000546A1 (de)	2009-07-01	2011-01-06	Bayer Materialscience Ag	Verfahren zur herstellung eines polyurethan-polymers mit sekundären hydroxyl-endgruppen umfassenden polyesterpolyolen
IT1399032B1 (it)	2009-11-06	2013-04-05	Novamont Spa	Poliestere biodegradabile alifatico-aromatico
EA201891123A1 (ru) *	2012-06-05	2019-02-28	Дженоматика, Инк.	Способы получения сложного полиэфира и полиуретана
JP6132631B2 (ja) *	2013-04-03	2017-05-24	花王株式会社	ポリエステル系トナー用結着樹脂の製造方法
CN104119829B (zh)	2014-07-22	2015-11-18	昆山天洋热熔胶有限公司	一种高粘度且粘温特性局部敏感的聚酯热熔胶的制备方法
JP6648369B2 (ja) *	2015-03-02	2020-02-14	エボニックオペレーションズゲーエムベーハー	Ｖｏｃおよびフォギング値の低い接着剤
WO2016195802A1 (en)	2015-04-03	2016-12-08	Surepeople Llc	Data driven assessment apparatus and method
JP6753039B2 (ja)	2015-06-09	2020-09-09	東洋インキＳｃホールディングス株式会社	ポリエステル樹脂およびそれを含む缶被覆用樹脂組成物
US10336925B2 (en) *	2015-09-08	2019-07-02	Resinate Materials Group, Inc.	Polyester polyols for reactive hot-melt adhesives
WO2017044330A1 (en) *	2015-09-08	2017-03-16	Resinate Materials Group, Inc.	Polyester polyols for reactive hot-melt adhesives
EP3487945B1 (de) *	2016-07-19	2020-05-13	Evonik Operations GmbH	Verwendung von polyolestern zur herstellung poröser kunststoffbeschichtungen
CN112703217B (zh) *	2018-08-21	2023-04-28	陶氏环球技术有限责任公司	粘弹性聚氨酯泡沫
CN109293904A (zh) *	2018-09-03	2019-02-01	杭州福斯特应用材料股份有限公司	一种高耐候性聚酯树脂及用途
CN109370500B (zh) *	2018-09-17	2021-02-26	中山大学	一种聚氨酯胶粘剂及其制备方法

2019
- 2019-04-03 PL PL19166934.0T patent/PL3719046T3/pl unknown
- 2019-04-03 ES ES19166934T patent/ES2948944T3/es active Active
- 2019-04-03 EP EP19166934.0A patent/EP3719046B1/en active Active
2020
- 2020-03-16 WO PCT/EP2020/057024 patent/WO2020200714A1/en not_active Ceased
- 2020-03-16 CN CN202080024437.2A patent/CN113631614B/zh active Active
- 2020-03-16 JP JP2021558903A patent/JP7680960B2/ja active Active
- 2020-03-16 KR KR1020217031571A patent/KR102866864B1/ko active Active
2021
- 2021-09-29 US US17/449,314 patent/US12486356B2/en active Active

Also Published As

Publication number	Publication date
KR20210150388A (ko)	2021-12-10
PL3719046T3 (pl)	2023-08-21
US20220017690A1 (en)	2022-01-20
EP3719046B1 (en)	2023-05-10
KR102866864B1 (ko)	2025-09-30
JP2022526001A (ja)	2022-05-20
CN113631614B (zh)	2024-03-15
CN113631614A (zh)	2021-11-09
US12486356B2 (en)	2025-12-02
EP3719046A1 (en)	2020-10-07
JP7680960B2 (ja)	2025-05-21
WO2020200714A1 (en)	2020-10-08

Publication	Publication Date	Title
US6818730B2 (en)	2004-11-16	Process to produce polyesters which incorporate isosorbide
US11807714B2 (en)	2023-11-07	Semi-crystalline mixture of polyester polyols, and the use thereof
ES2729986T3 (es)	2019-11-07	Composición de copoliéster biodegradable
JP2825969B2 (ja)	1998-11-18	脂肪族ポリエステルの製造方法
CN115926124B (zh)	2024-10-11	一种聚丁二酸/对苯二甲酸丁二醇酯基热塑性聚酯弹性体及其制备方法
KR101532435B1 (ko)	2015-06-30	락트산 공중합체 및 그 제조방법
JP6788679B2 (ja)	2020-11-25	ポリ乳酸の天然油とのエステル交換
ES2948944T3 (es)	2023-09-22	Poliesterpoliol cristalino
CN115850671B (zh)	2025-01-28	一种聚2，5-呋喃二甲酸醇酯基热塑性聚酯弹性体及其制备方法
JP2013032424A (ja)	2013-02-14	共重合ポリエステル樹脂およびこれを用いた塗料および接着剤
CN115746275A (zh)	2023-03-07	一种聚丁二酸/对苯二甲酸丁二醇酯共聚物及其制备方法
JP3480274B2 (ja)	2003-12-15	脂肪族ポリエステル共重合体の製造方法
JP3377142B2 (ja)	2003-02-17	脂肪族ポリエステル共重合体の製造法
JP4975296B2 (ja)	2012-07-11	ポリ乳酸系共重合樹脂およびその製造方法
JP3374616B2 (ja)	2003-02-10	脂肪族ポリエステル共重合体の製造法
PT866827E (pt)	2002-01-30	Novas amidas de poliester alifaticas resistentes a hidrolise sua preparacao e aplicacao
KR102276291B1 (ko)	2021-07-12	투명성이 우수한 생분해성 폴리사이클로헥사디메틸렌테레프탈레이트 수지 및 그 제조방법
JP3583538B2 (ja)	2004-11-04	低透湿性脂肪族ポリエステル組成物およびフィルム
JP7626300B2 (ja)	2025-02-04	フェニルホスホン酸亜鉛錯体及びリン酸エステル亜鉛錯体を含有する組成物、その製造方法、その結晶核剤としての使用、並びに、湿気硬化性ホットメルトウレタン樹脂接着剤
US20260071106A1 (en)	2026-03-12	Adhesive and reactive hot-melt adhesive
JPH1099424A (ja)	1998-04-21	縫合糸
JP2024165169A (ja)	2024-11-28	接着剤組成物、ホットメルト接着剤組成物および反応性ホットメルト接着剤組成物